Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products
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Progress in the Chemist17 of Organie Natural Produets
S6 Founded ..~ L. Zeehmeister Edited ..~ W. Rerz, R. Grise"aeh t, G. W. Kir..~, and Ch.Tamm
Authors: J. Asselineau, J. Kagan
Springer-Verlag WieaNewYor" JqqJ
Dr. W. HERZ, Professor of Chemistry, Department of Chemistry, The Florida State University, Tallahassee, Florida, U.S.A. G. W.
KIRBY,
Sc. D., Regius Professor of Chemistry, Chemistry Department, The University, Glasgow, Scotland
Prof. Dr. CH. TAMM, Institut fur Organische Chemie der Universitiit Basel, Basel, Switzerland
This work is subject to copyright. All rights are reserved, whether the whole or part of the material is concerned, specifically those of translation, reprinting, re-use of illustrations, broadcasting, reproduction by photocopying machines or similar means, and storage in data banks.
© 1991 by Springer-Verlag/Wien Softcover reprint of the hardcover 1st edition 1991 Library of Congress Catalog Card Number AC 39-1015 Typesetting: Macmillan India Ltd., Bangalore-25
With 8 Figures
ISBN-13: 978-3-7091-9086-9 DOl: 10.1007/978-3-7091-9084-5
e-ISBN-13: 978-3-7091-9084-5
We deeply regret the death on March 29, 1990 of our fellow editor and friend Hans Grisebach. He was associated with our series since 1969 and contributed in no small measure to its continuing success. We shall miss his suggestions and advice. W. Herz, Tallahassee G. W. Kirby, Glasgow Ch. Tamm, Basel
Contents List of Contributors.
. . . . . . . . . . . . . . . . . . . . . . .X
Bacterial Lipids Containing Amino Acids or Peptides Linked by Amide Bonds. By J. ASSELINEAU . I. Introduction.
. .
II. N-Acylamino Acids 1. N-Acyl-L-serine . 1.1. Serratamolide . 1.2. Flavolipin . . 2. N-Acyl-L-ornithine. 2.1. Ornithine-containing Lipid 2.2. Cerilipin. . . 3. Mass Spectrometry. 4. Biological Properties III. N-Acylpeptides. . . 1. N-Acylpeptides with a Linear Peptide Moiety 1.1. N-Acyldipeptides:Majusculamides A and B 1.2. N-Acyltetrapeptides from Rhodococcus erythropolis . 1.3. N-Acylpentapeptides from Mycobacterium paratuberculosis 1.4. N-Acyloctapeptide: Stenothricin 1.5. N-Acylnonapeptide: Fortuitin . . . 1.6. N-Acyldecapeptides: Cerexins . . . 1.7. N-Acyltrid\~,apeptides: Tridecapeptins 1.8. N-Acylund",·,'peptide: Amphomycin . 2. N-Acylpeptides Containing a Hydroxy Fatty Acid Involved in a Lactone Ring. . . . . . . . . . . . . . . . . . . . . . . . 2.1. N-Acylpentapeptide: Globomycin. . . . . . . . . . . , 2.2. N-Acylheptapeptides: Surfactin, Esperin and Related Compounds. 2.3. N-Acylheptapeptides: Peptidolipin NA . . . . . . . . 3. N-Acylpeptides with a Lactone Ring not Involving the Hydroxyl Group of a Hydroxy Fatty Acid 3.1. N-Acyloctapeptides . 3.1.1. Lipopeptins 3.1.2. Neopeptins. . 3.2. N-Acylnonapeptide: Visco sin. 3.3. N-Acyldecapeptides: Imacidines. 3.4. N-Acyltridecapeptides: Antibiotic A21978 C 3.5. N-Acyltetradecapeptide: Stendomycin
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Contents
Vlll
4. Peptidolipids with a Lactam Ring 4.1. Iturins . . . 4.2. Bacillomy
